Water → Ethyl 3-[(furan-2-ylmethyl)(ethoxycarbonyl)amino]propanoate

HRID 1511601노트

반응식

HRID 1511601 반응식
[O:1]1[CH:5]=[CH:4][CH:3]=[C:2]1[CH2:6][NH:7][CH2:8][CH2:9][C:10]([O:12][CH2:13][CH3:14])=[O:11].C(N(CC)CC)C.Cl[C:23]([O:25][CH2:26][CH3:27])=[O:24].O>C(Cl)Cl>[O:1]1[CH:5]=[CH:4][CH:3]=[C:2]1[CH2:6][N:7]([C:23]([O:25][CH2:26][CH3:27])=[O:24])[CH2:8][CH2:9][C:10]([O:12][CH2:13][CH3:14])=[O:11]

참가 물질

6

반응물 4

HCID 962WaterHCID 8471TriethylamineHCID 10928Ethyl chloroformateHCID 2736426Ethyl 3-[(2-furylmethyl)amino]propanoate

생성물 1

HCID 243303Ethyl 3-[(furan-2-ylmethyl)(ethoxycarbonyl)amino]propanoate수율 93.4%

시약·촉매·용매 1

HCID 6344Dichloromethane용매

실험 절차

Ethyl 3-[(furan-2-ylmethyl)amino]propionate (10.8 g) prepared in the step 2 and 18.3 mL of triethylamine were dissolved in 180 mL of methylene chloride, 7.14 g of ethyl chloroformate was added by slowly dropping thereinto under cooling with ice and the mixture was stirred at room temperature for 5 hours. Water (200 mL) was added to the reaction solution and the mixture was subjected to extraction with methylene chloride. The organic layer was washed with water and a saturated solution of sodium chloride successively and dried over anhydrous magnesium sulfate and the solvent was evaporated in vacuo therefrom. The residue was purified by silica gel column chromatography to give 13.77 g of the objective compound as yellow liquid.

후처리

  1. temperatureunder cooling with ice
  2. extractionthe mixture was subjected to extraction with methylene chloride
  3. washThe organic layer was washed with water
  4. dry with materiala saturated solution of sodium chloride successively and dried over anhydrous magnesium sulfate
  5. customthe solvent was evaporated in vacuo
  6. customThe residue was purified by silica gel column chromatography

출처 및 근거

ORD 기록
ord-630b018dd7f74135a6e4f2b3ac4b8c1a
출처 데이터셋
uspto-grants-2012_07
특허 번호
US08217031B2

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